I’ve been wanting to ask one of my friends to hang out for a while, and this is the best way I can think of to do it. We went to school together and live in the same town, but almost all of our interaction has been online. We haven’t actually hung out in person for a couple of years at this point, and I really want to try and reconnect, so I wrote out this message to ask them if they wanted to grab a coffee. Do you think this sounds good?

“Hey, would you maybe like to go out for a coffee some time? I really want to try and connect with more people but I don’t really know how and I thought I might as well ask. I completely understand if you don’t want to or if you think it’d be awkward but I think it could be fun. Ofc please don’t feel pressured to.”

1 comment
  1. Don’t say things like “maybe”, it comes off as insecure. Certainly don’t mention anything about awkwardness or include the last sentence, you sound like you’re afraid they’ll say no.

    Just say “Hey, we haven’t really had the chance to hang out in person lately, would you like to go for a coffee on [XYZ date]?” Don’t say “some time”, suggest a definitive date, if they’re busy (and don’t suggest another date back), ask if they’re free another day

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